How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$212 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Wed, Sep 9 - Sun, Sep 13

8:55 pm - 6:01 pmKOA Kona Intl-ORD Chicago O'Hare Intl

16h 06m1 stop Seattle/Tacoma Intl

7:00 am - 5:31 pmORD Chicago O'Hare Intl-KOA Kona Intl

15h 31m1 stop Seattle/Tacoma Intl

$434Delta

Fri, Dec 4 - Mon, Dec 7

10:40 pm - 4:47 pmKOA Kona Intl-ORD Chicago O'Hare Intl

14h 07m1 stop Seattle/Tacoma Intl

6:45 am - 7:27 pmORD Chicago O'Hare Intl-KOA Kona Intl

16h 42m1 stop Seattle/Tacoma Intl

$434Delta

Thu, Sep 17 - Mon, Sep 21

10:40 pm - 7:21 pmOGG Kahului-ORD Chicago O'Hare Intl

15h 41m1 stop San Diego

7:20 am - 9:37 pmORD Chicago O'Hare Intl-OGG Kahului

19h 17m1 stop San Diego

$434Alaska Airlines

Thu, Sep 17 - Mon, Sep 21

10:40 pm - 7:21 pmOGG Kahului-ORD Chicago O'Hare Intl

15h 41m1 stop San Diego

8:17 pm - 1:34 pmORD Chicago O'Hare Intl-OGG Kahului

22h 17m1 stop San Diego

$464Alaska Airlines

Tue, Oct 20 - Fri, Oct 23

9:45 pm - 4:09 pmKOA Kona Intl-ORD Chicago O'Hare Intl

13h 24m1 stop Phoenix Sky Harbor Intl

6:48 am - 2:03 pmORD Chicago O'Hare Intl-KOA Kona Intl

12h 15m1 stop Phoenix Sky Harbor Intl

$464American Airlines

Thu, Nov 5 - Sun, Nov 8

10:50 pm - 5:55 pmHNL Honolulu-MDW Chicago Midway

15h 05m1 stop San Jose

10:15 am - 9:05 pmMDW Chicago Midway-HNL Honolulu

14h 50m1 stop Sacramento Intl

$464Southwest

Tue, Oct 20 - Fri, Oct 23

3:33 pm - 10:00 amKOA Kona Intl-ORD Chicago O'Hare Intl

13h 27m2 stops Los Angeles Dallas/Fort Worth

5:00 am - 2:03 pmORD Chicago O'Hare Intl-KOA Kona Intl

14h 03m1 stop Phoenix Sky Harbor Intl

$470American Airlines

Thu, Nov 5 - Sun, Nov 8

10:50 pm - 5:30 pmHNL Honolulu-MDW Chicago Midway

14h 40m2 stops San Jose Los Angeles

10:15 am - 9:05 pmMDW Chicago Midway-HNL Honolulu

14h 50m1 stop Sacramento Intl

$470Southwest

Mon, Oct 26 - Wed, Oct 28

9:45 am - 5:40 amOGG Kahului-ORD Chicago O'Hare Intl

14h 55m2 stops Honolulu Seattle/Tacoma Intl

2:21 pm - 9:59 pmORD Chicago O'Hare Intl-OGG Kahului

12h 38m1 stop San Diego

$485Multiple Airlines

Mon, Oct 12 - Mon, Oct 19

10:40 pm - 11:47 pmHNL Honolulu-ORD Chicago O'Hare Intl

20h 07m2 stops Seattle/Tacoma Intl Los Angeles

8:01 pm - 11:48 amORD Chicago O'Hare Intl-HNL Honolulu

20h 47m1 stop Los Angeles

$509Multiple Airlines

Recent last minute flight deals from Hawaii to Chicago

Mon, Aug 24 - Wed, Sep 2

7:31 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 28m1 stop San Diego

1:03 pm - 9:24 pmORD Chicago O'Hare Intl-HNL Honolulu

13h 21m1 stop Seattle/Tacoma Intl

$660Multiple Airlines

Mon, Aug 24 - Thu, Aug 27

7:31 am - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 28m1 stop San Diego

2:22 pm - 8:30 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 08m1 stop Portland

$660Multiple Airlines

Sat, Aug 22 - Sun, Aug 30

8:15 am - 5:00 amHNL Honolulu-MDW Chicago Midway

15h 45m1 stop San Jose

5:40 am - 1:05 pmMDW Chicago Midway-HNL Honolulu

12h 25m1 stop Phoenix Sky Harbor Intl

$757Southwest

Fri, Aug 21 - Fri, Sep 4

10:35 am - 1:22 pmKOA Kona Intl-ORD Chicago O'Hare Intl

21h 47m1 stop San Diego

2:18 pm - 2:48 pmORD Chicago O'Hare Intl-KOA Kona Intl

29h 30m1 stop San Diego

$759Alaska Airlines

Sat, Aug 22 - Sat, Aug 29

8:08 pm - 11:59 amOGG Kahului-ORD Chicago O'Hare Intl

10h 51m1 stop Salt Lake City

7:48 am - 2:02 pmORD Chicago O'Hare Intl-OGG Kahului

11h 14m1 stop Salt Lake City

$760Delta

Sat, Aug 22 - Sat, Sep 5

10:05 pm - 5:14 pmKOA Kona Intl-ORD Chicago O'Hare Intl

14h 09m2 stops Los Angeles Minneapolis St Paul

7:00 am - 5:35 pmORD Chicago O'Hare Intl-KOA Kona Intl

15h 35m1 stop Seattle/Tacoma Intl

$766Delta

Fri, Aug 21 - Wed, Aug 26

2:56 pm - 12:07 pmHNL Honolulu-ORD Chicago O'Hare Intl

16h 11m1 stop Seattle/Tacoma Intl

6:05 am - 3:40 pmORD Chicago O'Hare Intl-HNL Honolulu

14h 35m1 stop San Diego

$778Alaska Airlines

Fri, Aug 21 - Wed, Aug 26

11:00 am - 5:45 amHNL Honolulu-MDW Chicago Midway

13h 45m1 stop Sacramento Intl

12:20 pm - 9:15 pmMDW Chicago Midway-HNL Honolulu

13h 55m1 stop Los Angeles

$780Southwest

Sat, Aug 22 - Sat, Sep 5

9:45 pm - 4:05 pmKOA Kona Intl-ORD Chicago O'Hare Intl

13h 20m1 stop Phoenix Sky Harbor Intl

5:00 am - 1:58 pmORD Chicago O'Hare Intl-KOA Kona Intl

13h 58m1 stop Phoenix Sky Harbor Intl

$785American Airlines

Fri, Aug 21 - Sat, Aug 29

8:30 pm - 2:54 pmHNL Honolulu-ORD Chicago O'Hare Intl

13h 24m1 stop Los Angeles

6:59 am - 6:47 pmORD Chicago O'Hare Intl-HNL Honolulu

16h 48m1 stop Los Angeles

$961American Airlines

Useful Info

Low season	January
High season	December
Cheapest flight	$212

Best time to beat the crowds with an average 15% drop in price.

Most popular time to fly and prices are also 16% lower on average.

Flight from Lihue to Chicago

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Hawaii

First Class flights to Chicagofrom $6,906

Business Class flights to Chicagofrom $3,490

Premium Economy Class flights to Chicagofrom $2,211

Economy Class flights to Chicagofrom $476

$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Hawaii to Chicago

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight